comedies The Funniest '90s Movies  

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List Rules Comedies and comedy films released between 1990 and 1999

List of the funniest 90s movies. The best comedies of the 1990s make up the titles on this ranking page. Nineties nostalgia exists for a reason. One of the main reasons is the unforgettable comedies that came out in movie theaters. It is also why we still constantly replay them in our homes today. Thanks to the Zucker brothers, we got the Farrelly brothers (and thereby "There's Something About Mary") while the Cohen Brothers furthered their epic 80s comedy filmography with "The Big Lebowski." Adam Sandler became one of the richest actors in all of Hollywood history as a result of the 1990s. In fact, his popular 90 comedy movies "Billy Madison" and "Happy Gilmore" make up his production company name today: Happy Madison. And who can forget Austin Powers' catchphrases spreading like wildfire? Kevin Smith also had two slam dunks with "Clerks" and "Dogma," while the David Spade-Chris Farley funny, unforgettable, onscreen duo did the same with "Black Sheep" and "Tommy Boy."
list ordered by

1
611 376
Office Space is listed (or ranked) 1 on the list The Funniest '90s Movies
Office Space Jennifer Aniston, John C. McGinley, Mike Judge

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2
700 353
Groundhog Day is listed (or ranked) 2 on the list The Funniest '90s Movies
Groundhog Day Bill Murray, Andie MacDowell, Michael Shannon

3
686 407
Home Alone is listed (or ranked) 3 on the list The Funniest '90s Movies
Home Alone Macaulay Culkin, Joe Pesci, John Candy

4
800 355
Dumb and Dumber is listed (or ranked) 4 on the list The Funniest '90s Movies
wiabux added Dumb and Dumber Jim Carrey, Jeff Daniels, Teri Garr

5
585 267
Austin Powers: International M... is listed (or ranked) 5 on the list The Funniest '90s Movies
wiabux added Austin Powers: International Man of Mystery Elizabeth Hurley, Will Ferrell, Carrie Fisher

6
607 288
Liar Liar is listed (or ranked) 6 on the list The Funniest '90s Movies
wiabux added Liar Liar Jim Carrey, Jennifer Tilly, Krista Allen

7
541 264
Wayne's World is listed (or ranked) 7 on the list The Funniest '90s Movies
Wayne's World Alice Cooper, Mike Myers, Rob Lowe

8
591 296
Mrs. Doubtfire is listed (or ranked) 8 on the list The Funniest '90s Movies
Mrs. Doubtfire Robin Williams, Pierce Brosnan, Sally Field

9
699 238
Happy Gilmore is listed (or ranked) 9 on the list The Funniest '90s Movies
Happy Gilmore Adam Sandler, Ben Stiller, Julie Bowen

10
579 307
American Pie is listed (or ranked) 10 on the list The Funniest '90s Movies
American Pie Alyson Hannigan, Tara Reid, Shannon Elizabeth

11
596 284
There's Something About Mary is listed (or ranked) 11 on the list The Funniest '90s Movies
There's Something About Mary Cameron Diaz, Sarah Silverman, Ben Stiller

12
657 257
Ace Ventura: Pet Detective is listed (or ranked) 12 on the list The Funniest '90s Movies
Ace Ventura: Pet Detective Jim Carrey, Courteney Cox, Dan Marino

13
684 250
Tommy Boy is listed (or ranked) 13 on the list The Funniest '90s Movies
Tommy Boy Dan Aykroyd, Rob Lowe, Bo Derek

14
463 248
My Cousin Vinny is listed (or ranked) 14 on the list The Funniest '90s Movies
My Cousin Vinny Marisa Tomei, Joe Pesci, Ralph Macchio

15
464 239
The Wedding Singer is listed (or ranked) 15 on the list The Funniest '90s Movies
The Wedding Singer Drew Barrymore, Adam Sandler, Steve Buscemi

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16
503 248
The Big Lebowski is listed (or ranked) 16 on the list The Funniest '90s Movies
The Big Lebowski Julianne Moore, Jeff Bridges, Tara Reid

17
519 232
Billy Madison is listed (or ranked) 17 on the list The Funniest '90s Movies
Billy Madison Adam Sandler, Steve Buscemi, Chris Farley

18
400 261
Big Daddy is listed (or ranked) 18 on the list The Funniest '90s Movies
laaaarrge added Big Daddy Adam Sandler, Jon Stewart, Steve Buscemi

19
423 262
Rush Hour is listed (or ranked) 19 on the list The Funniest '90s Movies
wiabux added Rush Hour Jackie Chan, Roselyn Sánchez, Chris Tucker

20
502 227
The Waterboy is listed (or ranked) 20 on the list The Funniest '90s Movies
The Waterboy Adam Sandler, Kathy Bates, Rob Schneider

21
417 247
Clueless is listed (or ranked) 21 on the list The Funniest '90s Movies
Clueless Alicia Silverstone, Brittany Murphy, Paul Rudd

22
316 227
Kingpin is listed (or ranked) 22 on the list The Funniest '90s Movies
wiabux added Kingpin Bill Murray, Woody Harrelson, Randy Quaid

23
427 196
Friday is listed (or ranked) 23 on the list The Funniest '90s Movies
Friday Ice Cube, Meagan Good, Nia Long

24
452 187
Men in Black is listed (or ranked) 24 on the list The Funniest '90s Movies
Men in Black Will Smith, Sylvester Stallone, Steven Spielberg

25
414 232
Austin Powers: The Spy Who Sha... is listed (or ranked) 25 on the list The Funniest '90s Movies
Austin Powers: The Spy Who Shagged Me Elizabeth Hurley, Heather Graham, Will Ferrell

26
457 204
Toy Story is listed (or ranked) 26 on the list The Funniest '90s Movies
Toy Story Tom Hanks, Tim Allen, Don Rickles

27
451 249
The Mask is listed (or ranked) 27 on the list The Funniest '90s Movies
VanessaHawelu added The Mask Cameron Diaz, Jim Carrey, Ben Stein

28
355 228
Ace Ventura: When Nature Calls is listed (or ranked) 28 on the list The Funniest '90s Movies
wiabux added Ace Ventura: When Nature Calls Jim Carrey, Sophie Okonedo, Adewale Akinnuoye-Agbaje

29
307 269
South Park: Bigger, Longer & U... is listed (or ranked) 29 on the list The Funniest '90s Movies
South Park: Bigger, Longer & Uncut George Clooney, Minnie Driver, Isaac Hayes

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30
363 211
Robin Hood: Men in Tights is listed (or ranked) 30 on the list The Funniest '90s Movies
Robin Hood: Men in Tights Patrick Stewart, Mel Brooks, Dave Chappelle

31
344 218
What About Bob? is listed (or ranked) 31 on the list The Funniest '90s Movies
What About Bob? Bill Murray, Richard Dreyfuss, Charlie Korsmo

32
342 201
Dazed and Confused is listed (or ranked) 32 on the list The Funniest '90s Movies
Dazed and Confused Ben Affleck, Milla Jovovich, Matthew McConaughey

33
302 199
Kindergarten Cop is listed (or ranked) 33 on the list The Funniest '90s Movies
VanessaHawelu added Kindergarten Cop Arnold Schwarzenegger, Odette Annable, Angela Bassett

34
328 172
Cool Runnings is listed (or ranked) 34 on the list The Funniest '90s Movies
Cool Runnings John Candy, Malik Yoba, Jay Brazeau

35
241 217
The Nutty Professor is listed (or ranked) 35 on the list The Funniest '90s Movies
VanessaHawelu added The Nutty Professor Eddie Murphy, Jada Pinkett Smith, Dave Chappelle

36
250 187
City Slickers is listed (or ranked) 36 on the list The Funniest '90s Movies
VanessaHawelu added City Slickers Jake Gyllenhaal, Billy Crystal, Danielle Harris

37
343 145
The Sandlot is listed (or ranked) 37 on the list The Funniest '90s Movies
The Sandlot James Earl Jones, Denis Leary, Karen Allen

38
247 210
Dogma is listed (or ranked) 38 on the list The Funniest '90s Movies
Dogma Ben Affleck, Matt Damon, Chris Rock

39
257 205
Galaxy Quest is listed (or ranked) 39 on the list The Funniest '90s Movies
wiabux added Galaxy Quest Sigourney Weaver, Alan Rickman, Tim Allen

40
276 192
Half Baked is listed (or ranked) 40 on the list The Funniest '90s Movies
Half Baked Snoop Dogg, Jon Stewart, Willie Nelson

41
198 196
Don't Be a Menace to South Cen... is listed (or ranked) 41 on the list The Funniest '90s Movies
VanessaHawelu added Don't Be a Menace to South Central While Drinking Your Juice in the Hood Vivica A. Fox, Bernie Mac, Damon Wayans

42
236 193
Hot Shots! is listed (or ranked) 42 on the list The Funniest '90s Movies
Hot Shots! Charlie Sheen, Kristy Swanson, Valeria Golino

43
203 216
Beavis and Butt-head Do Americ... is listed (or ranked) 43 on the list The Funniest '90s Movies
Beavis and Butt-head Do America Demi Moore, Bruce Willis, David Letterman

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44
187 214
A Night at the Roxbury is listed (or ranked) 44 on the list The Funniest '90s Movies
wiabux added A Night at the Roxbury Eva Mendes, Will Ferrell, Jennifer Coolidge

45
246 178
Addams Family Values is listed (or ranked) 45 on the list The Funniest '90s Movies
VanessaHawelu added Addams Family Values Christina Ricci, Christopher Lloyd, Anjelica Huston

46
191 242
Romy and Michele's High School... is listed (or ranked) 46 on the list The Funniest '90s Movies
Romy and Michele's High School Reunion Lisa Kudrow, Janeane Garofalo, Mira Sorvino

47
205 189
The Mighty Ducks is listed (or ranked) 47 on the list The Funniest '90s Movies
VanessaHawelu added The Mighty Ducks Joshua Jackson, Emilio Estevez, Dan Tamberelli

48
270 173
Father of the Bride is listed (or ranked) 48 on the list The Funniest '90s Movies
Father of the Bride Steve Martin, Diane Keaton, Martin Short

49
288 194
Clerks is listed (or ranked) 49 on the list The Funniest '90s Movies
Clerks Kevin Smith, Jason Mewes, Scott Mosier

50
281 179
10 Things I Hate About You is listed (or ranked) 50 on the list The Funniest '90s Movies
VanessaHawelu added 10 Things I Hate About You Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger